It may have been mentioned, but I seem to recall once on Wheel a woman had like $60,000 in her bank, the puzzle was THE THRILL OF VICTORY AND THE AGONY OF DEFEAT, and she either called a wrong letter or hit a Bankrupt or something, and the next player solved it for like a piddly $200.
Many heartbreaking losses on Grocery Game where players went over by 1 lousy cent too! UGH.